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Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study

Three photobicyclized benzodithienoquinolizinium tetrafluoroborates (BPDTQBF4) were prepared and evaluated by UV–Vis and fluorescence spectral, electrochemical analysis, and by theoretical calculations as possible organic n-type semiconductors. Evaluation and comparison of their LUMO levels, HOMO-LU...

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Autores principales: Aracena, Andrés, Rezende, Marcos Caroli, García, Macarena, Muñoz-Becerra, Karina, Wrighton-Araneda, Kerry, Valdebenito, Cristian, Celis, Freddy, Vásquez, Octavio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8584425/
https://www.ncbi.nlm.nih.gov/pubmed/34771765
http://dx.doi.org/10.3390/ma14216239
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author Aracena, Andrés
Rezende, Marcos Caroli
García, Macarena
Muñoz-Becerra, Karina
Wrighton-Araneda, Kerry
Valdebenito, Cristian
Celis, Freddy
Vásquez, Octavio
author_facet Aracena, Andrés
Rezende, Marcos Caroli
García, Macarena
Muñoz-Becerra, Karina
Wrighton-Araneda, Kerry
Valdebenito, Cristian
Celis, Freddy
Vásquez, Octavio
author_sort Aracena, Andrés
collection PubMed
description Three photobicyclized benzodithienoquinolizinium tetrafluoroborates (BPDTQBF4) were prepared and evaluated by UV–Vis and fluorescence spectral, electrochemical analysis, and by theoretical calculations as possible organic n-type semiconductors. Evaluation and comparison of their LUMO levels, HOMO-LUMO energy gaps as monomeric and π-stacked dimers with those of other materials, suggest their potential as organic n-type semiconductors. Calculations of their relative charge carrier mobilities confirmed this potential for one derivative with a long (C-14) alkyl chain appended to the polycyclic planar π-system.
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spelling pubmed-85844252021-11-12 Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study Aracena, Andrés Rezende, Marcos Caroli García, Macarena Muñoz-Becerra, Karina Wrighton-Araneda, Kerry Valdebenito, Cristian Celis, Freddy Vásquez, Octavio Materials (Basel) Article Three photobicyclized benzodithienoquinolizinium tetrafluoroborates (BPDTQBF4) were prepared and evaluated by UV–Vis and fluorescence spectral, electrochemical analysis, and by theoretical calculations as possible organic n-type semiconductors. Evaluation and comparison of their LUMO levels, HOMO-LUMO energy gaps as monomeric and π-stacked dimers with those of other materials, suggest their potential as organic n-type semiconductors. Calculations of their relative charge carrier mobilities confirmed this potential for one derivative with a long (C-14) alkyl chain appended to the polycyclic planar π-system. MDPI 2021-10-20 /pmc/articles/PMC8584425/ /pubmed/34771765 http://dx.doi.org/10.3390/ma14216239 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Aracena, Andrés
Rezende, Marcos Caroli
García, Macarena
Muñoz-Becerra, Karina
Wrighton-Araneda, Kerry
Valdebenito, Cristian
Celis, Freddy
Vásquez, Octavio
Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study
title Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study
title_full Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study
title_fullStr Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study
title_full_unstemmed Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study
title_short Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study
title_sort alkylated benzodithienoquinolizinium salts as possible non-fullerene organic n-type semiconductors: an experimental and theoretical study
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8584425/
https://www.ncbi.nlm.nih.gov/pubmed/34771765
http://dx.doi.org/10.3390/ma14216239
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